1-[1-(DIPHENYLMETHYL)-3-AZETIDINYL]-4-METHYL-PIPERAZINE

Base Information

• Chemical Name: 1-[1-(DIPHENYLMETHYL)-3-AZETIDINYL]-4-METHYL-PIPERAZINE
• CAS No.: 178311-81-4
• Molecular Formula: C21H27N3
• Molecular Weight: 321.465
• Mol file: 178311-81-4.mol

Synonyms:1-[1-(DIPHENYLMETHYL)-3-AZETIDINYL]-4-METHYL-PIPERAZINE;

Chemical Property of 1-[1-(DIPHENYLMETHYL)-3-AZETIDINYL]-4-METHYL-PIPERAZINE

Chemical Property:

• PSA: 9.72000
• LogP: 2.52130

Purity/Quality:

1-[1-(DIPHENYLMETHYL)-3-AZETIDINYL]-4-METHYL-PIPERAZINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-[1-(DIPHENYLMETHYL)-3-AZETIDINYL]-4-METHYL-PIPERAZINE

There total 2 articles about 1-[1-(DIPHENYLMETHYL)-3-AZETIDINYL]-4-METHYL-PIPERAZINE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

1-methyl-piperazine (109-01-3) + N-benzhydryl 3-azetidinone (40320-60-3) → 1-(1-(diphenylmethyl)azetidin-3-yl)-4-methylpiperazine (178311-81-4)

Guidance literature:

1-methyl-piperazine; N-benzhydryl 3-azetidinone; With acetic acid; In tetrahydrofuran; at 20 ℃; for 0.25h;

With sodium tris(acetoxy)borohydride; In tetrahydrofuran; at 20 ℃; for 2.25h;

Reference yield: 42.0%

1-methyl-piperazine (109-01-3) + 1-benzhydryl-3-azetidinyl methanesulfonate (33301-41-6) → 1-(1-(diphenylmethyl)azetidin-3-yl)-4-methylpiperazine (178311-81-4)

Guidance literature:

In tert-butyl alcohol; for 12h; Heating / reflux;

Reference yield: 53.0%

1-(1-(diphenylmethyl)azetidin-3-yl)-4-methylpiperazine (178311-81-4) + (6S,9aS)-N-benzyl-6-((2-fluoro-4-hydroxyphenyl)methyl)-8-((6-fluoropyridin-2-yl)methyl)-4,7-dioxo-2-(prop-2-en-1-yl)octahydro-1H-pyrazino[2,1-c][1,2,4]triazine-1-carboxamide → (6S,9aS)-N-benzyl-6-((2-fluoro-4-hydroxyphenyl)methyl)-8-((6-(3-(4-methylpiperazin-1-yl)azetidin-1-yl)pyridin-2-yl)methyl)-4,7-dioxo-2-(prop-2-en-1-yl)octahydro-1H-pyrazino[2,1-c][1,2,4]triazine-1-carboxamide

Guidance literature:

1-(1-(diphenylmethyl)azetidin-3-yl)-4-methylpiperazine; With 10 wt% Pd(OH)2 on carbon; hydrogen; In methanol; at 20 ℃; for 4.75h; under 2625.26 - 3000.3 Torr; Inert atmosphere;

(6S,9aS)-N-benzyl-6-((2-fluoro-4-hydroxyphenyl)methyl)-8-((6-fluoropyridin-2-yl)methyl)-4,7-dioxo-2-(prop-2-en-1-yl)octahydro-1H-pyrazino[2,1-c][1,2,4]triazine-1-carboxamide; In 1-methyl-pyrrolidin-2-one; at 140 ℃; for 12h; Microwave irradiation;

upstream raw materials:

1-methyl-piperazine

1-benzhydryl-3-azetidinyl methanesulfonate

N-benzhydryl 3-azetidinone

Downstream raw materials:

Diphenylmethane

1-(azetidin-3-yl)-4-methylpiperazine

Refernces

• 1、 -. "Gyrase inhibitors". Page/Page column 79. . Retrieved 2008/06/13.